data_681
# 
_chem_comp.id                                    681 
_chem_comp.name                                  2-(5-AMINO-6-OXO-2-PHENYL-6H-PYRIMIDIN-1-YL)-N-[2-(5-TERT-BUTYL-1,3,4-OXADIAZOL-2-YL)-1-(METHYLETHYL)-2-HYDROXYETHYL]ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H30 N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ONO-6818 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-10-16 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        454.522 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     681 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1FZZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
681 C1   C1   C 0 1 N N S -8.524  23.669 37.586 2.271  -0.518 2.434  C1   681 1  
681 O1   O1   O 0 1 N N N -8.329  24.877 37.003 3.095  -1.536 3.005  O1   681 2  
681 C2   C2   C 0 1 Y N N -7.633  22.952 36.531 0.956  -0.466 3.169  C2   681 3  
681 N1   N1   N 0 1 Y N N -6.845  21.959 36.727 0.188  -1.481 3.447  N1   681 4  
681 O2   O2   O 0 1 Y N N -7.934  23.080 35.203 0.357  0.635  3.651  O2   681 5  
681 N2   N2   N 0 1 Y N N -6.599  21.372 35.472 -0.850 -1.069 4.085  N2   681 6  
681 C3   C3   C 0 1 Y N N -7.248  22.053 34.628 -0.784 0.224  4.227  C3   681 7  
681 C4   C4   C 0 1 N N N -7.253  21.913 33.142 -1.803 1.098  4.911  C4   681 8  
681 C5   C5   C 0 1 N N N -6.635  23.145 32.518 -1.951 0.664  6.370  C5   681 9  
681 C6   C6   C 0 1 N N N -6.445  20.699 32.756 -1.342 2.556  4.857  C6   681 10 
681 C7   C7   C 0 1 N N N -8.672  21.748 32.657 -3.151 0.963  4.200  C7   681 11 
681 CVA  CVA  C 0 1 N N S -10.050 23.736 37.404 2.019  -0.833 0.958  CVA  681 12 
681 CVB  CVB  C 0 1 N N N -10.582 25.168 37.780 3.340  -0.763 0.189  CVB  681 13 
681 CV1  CV1  C 0 1 N N N -10.438 25.407 39.274 4.004  0.591  0.438  CV1  681 14 
681 CV2  CV2  C 0 1 N N N -12.042 25.280 37.391 4.268  -1.882 0.668  CV2  681 15 
681 NV   NV   N 0 1 N N N -10.643 22.752 38.284 1.079  0.143  0.404  NV   681 16 
681 COG  COG  C 0 1 N N N -10.725 21.511 37.824 0.252  -0.210 -0.599 COG  681 17 
681 OCG  OCG  O 0 1 N N N -10.412 21.205 36.673 0.287  -1.338 -1.044 OCG  681 18 
681 CAG  CAG  C 0 1 N N N -11.273 20.482 38.793 -0.714 0.794  -1.169 CAG  681 19 
681 N2X  N2X  N 0 1 Y N N -12.279 19.618 38.192 -1.493 0.169  -2.241 N2X  681 20 
681 C1X  C1X  C 0 1 Y N N -12.024 18.279 37.827 -0.991 0.111  -3.509 C1X  681 21 
681 N1X  N1X  N 0 1 Y N N -12.981 17.474 37.515 -1.669 -0.449 -4.487 N1X  681 22 
681 C2X  C2X  C 0 1 Y N N -14.271 17.955 37.545 -2.877 -0.974 -4.285 C2X  681 23 
681 C3X  C3X  C 0 1 Y N N -14.588 19.254 37.892 -3.439 -0.943 -3.038 C3X  681 24 
681 C4X  C4X  C 0 1 Y N N -13.517 20.152 38.241 -2.713 -0.347 -1.978 C4X  681 25 
681 O1X  O1X  O 0 1 N N N -13.682 21.344 38.492 -3.180 -0.300 -0.853 O1X  681 26 
681 N3X  N3X  N 0 1 N N N -15.856 19.764 38.042 -4.707 -1.492 -2.814 N3X  681 27 
681 C5X  C5X  C 0 1 Y N N -10.600 17.805 37.704 0.343  0.679  -3.786 C5X  681 28 
681 C6X  C6X  C 0 1 Y N N -10.162 16.703 38.433 1.313  -0.091 -4.430 C6X  681 29 
681 C7X  C7X  C 0 1 Y N N -8.875  16.205 38.259 2.558  0.445  -4.686 C7X  681 30 
681 C8X  C8X  C 0 1 Y N N -8.010  16.814 37.347 2.846  1.743  -4.305 C8X  681 31 
681 C9X  C9X  C 0 1 Y N N -8.440  17.919 36.613 1.890  2.512  -3.666 C9X  681 32 
681 C0X  C0X  C 0 1 Y N N -9.733  18.409 36.795 0.639  1.991  -3.409 C0X  681 33 
681 H11  1H1  H 0 1 N N N -8.295  23.275 38.603 2.773  0.445  2.519  H11  681 34 
681 HO1  HO1  H 0 1 N N N -8.873  25.314 37.647 2.648  -2.379 2.847  HO1  681 35 
681 H51  1H5  H 0 1 N N N -6.638  23.040 31.407 -2.688 1.297  6.865  H51  681 36 
681 H52  2H5  H 0 1 N N N -7.133  24.083 32.854 -2.279 -0.374 6.409  H52  681 37 
681 H53  3H5  H 0 1 N N N -5.615  23.354 32.918 -0.990 0.760  6.877  H53  681 38 
681 H61  1H6  H 0 1 N N N -6.448  20.594 31.645 -0.382 2.653  5.363  H61  681 39 
681 H62  2H6  H 0 1 N N N -5.412  20.727 33.175 -1.237 2.866  3.817  H62  681 40 
681 H63  3H6  H 0 1 N N N -6.798  19.774 33.269 -2.079 3.189  5.351  H63  681 41 
681 H71  1H7  H 0 1 N N N -8.675  21.643 31.546 -3.480 -0.075 4.238  H71  681 42 
681 H72  2H7  H 0 1 N N N -9.194  20.901 33.161 -3.888 1.595  4.694  H72  681 43 
681 H73  3H7  H 0 1 N N N -9.334  22.574 33.004 -3.046 1.272  3.160  H73  681 44 
681 HVA1 1HVA H 0 0 N N N -10.318 23.530 36.341 1.598  -1.834 0.868  HVA1 681 45 
681 HVB1 1HVB H 0 0 N N N -9.984  25.932 37.231 3.146  -0.883 -0.876 HVB1 681 46 
681 HV11 1HV1 H 0 0 N N N -10.815 26.421 39.540 4.940  0.644  -0.116 HV11 681 47 
681 HV12 2HV1 H 0 0 N N N -10.934 24.608 39.873 3.339  1.388  0.105  HV12 681 48 
681 HV13 3HV1 H 0 0 N N N -9.390  25.247 39.622 4.205  0.707  1.503  HV13 681 49 
681 HV21 1HV2 H 0 0 N N N -12.419 26.294 37.657 4.613  -1.660 1.677  HV21 681 50 
681 HV22 2HV2 H 0 0 N N N -12.212 25.035 36.316 3.727  -2.828 0.669  HV22 681 51 
681 HV23 3HV2 H 0 0 N N N -12.661 24.468 37.839 5.125  -1.954 -0.001 HV23 681 52 
681 HNV1 1HNV H 0 0 N N N -11.000 22.931 39.222 1.051  1.045  0.760  HNV1 681 53 
681 HAG1 1HAG H 0 0 N N N -10.449 19.881 39.244 -1.386 1.138  -0.384 HAG1 681 54 
681 HAG2 2HAG H 0 0 N N N -11.666 20.971 39.714 -0.161 1.643  -1.571 HAG2 681 55 
681 H2X1 1H2X H 0 0 N N N -15.090 17.266 37.278 -3.413 -1.424 -5.107 H2X1 681 56 
681 H3X1 1H3X H 0 0 N N N -16.090 20.723 38.298 -5.196 -1.899 -3.546 H3X1 681 57 
681 H3X2 2H3X H 0 0 N N N -16.330 19.162 38.715 -5.097 -1.466 -1.926 H3X2 681 58 
681 H6X1 1H6X H 0 0 N N N -10.841 16.219 39.155 1.089  -1.105 -4.727 H6X1 681 59 
681 H7X1 1H7X H 0 0 N N N -8.541  15.330 38.842 3.309  -0.149 -5.184 H7X1 681 60 
681 H8X1 1H8X H 0 0 N N N -6.988  16.422 37.206 3.823  2.158  -4.506 H8X1 681 61 
681 H9X1 1H9X H 0 0 N N N -7.760  18.403 35.891 2.122  3.525  -3.371 H9X1 681 62 
681 H0X1 1H0X H 0 0 N N N -10.073 19.282 36.214 -0.106 2.592  -2.911 H0X1 681 63 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
681 C1  O1   SING N N 1  
681 C1  C2   SING N N 2  
681 C1  CVA  SING N N 3  
681 C1  H11  SING N N 4  
681 O1  HO1  SING N N 5  
681 C2  N1   DOUB Y N 6  
681 C2  O2   SING Y N 7  
681 N1  N2   SING Y N 8  
681 O2  C3   SING Y N 9  
681 N2  C3   DOUB Y N 10 
681 C3  C4   SING N N 11 
681 C4  C5   SING N N 12 
681 C4  C6   SING N N 13 
681 C4  C7   SING N N 14 
681 C5  H51  SING N N 15 
681 C5  H52  SING N N 16 
681 C5  H53  SING N N 17 
681 C6  H61  SING N N 18 
681 C6  H62  SING N N 19 
681 C6  H63  SING N N 20 
681 C7  H71  SING N N 21 
681 C7  H72  SING N N 22 
681 C7  H73  SING N N 23 
681 CVA CVB  SING N N 24 
681 CVA NV   SING N N 25 
681 CVA HVA1 SING N N 26 
681 CVB CV1  SING N N 27 
681 CVB CV2  SING N N 28 
681 CVB HVB1 SING N N 29 
681 CV1 HV11 SING N N 30 
681 CV1 HV12 SING N N 31 
681 CV1 HV13 SING N N 32 
681 CV2 HV21 SING N N 33 
681 CV2 HV22 SING N N 34 
681 CV2 HV23 SING N N 35 
681 NV  COG  SING N N 36 
681 NV  HNV1 SING N N 37 
681 COG OCG  DOUB N N 38 
681 COG CAG  SING N N 39 
681 CAG N2X  SING N N 40 
681 CAG HAG1 SING N N 41 
681 CAG HAG2 SING N N 42 
681 N2X C1X  SING Y N 43 
681 N2X C4X  SING Y N 44 
681 C1X N1X  DOUB Y N 45 
681 C1X C5X  SING N N 46 
681 N1X C2X  SING Y N 47 
681 C2X C3X  DOUB Y N 48 
681 C2X H2X1 SING N N 49 
681 C3X C4X  SING Y N 50 
681 C3X N3X  SING N N 51 
681 C4X O1X  DOUB N N 52 
681 N3X H3X1 SING N N 53 
681 N3X H3X2 SING N N 54 
681 C5X C6X  DOUB Y N 55 
681 C5X C0X  SING Y N 56 
681 C6X C7X  SING Y N 57 
681 C6X H6X1 SING N N 58 
681 C7X C8X  DOUB Y N 59 
681 C7X H7X1 SING N N 60 
681 C8X C9X  SING Y N 61 
681 C8X H8X1 SING N N 62 
681 C9X C0X  DOUB Y N 63 
681 C9X H9X1 SING N N 64 
681 C0X H0X1 SING N N 65 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
681 SMILES           ACDLabs              10.04 O=C2C(N)=CN=C(c1ccccc1)N2CC(=O)NC(C(O)c3nnc(o3)C(C)(C)C)C(C)C                                                                                                                           
681 InChI            InChI                1.02b InChI=1/C23H30N6O4/c1-13(2)17(18(31)20-27-28-22(33-20)23(3,4)5)26-16(30)12-29-19(14-9-7-6-8-10-14)25-11-15(24)21(29)32/h6-11,13,17-18,31H,12,24H2,1-5H3,(H,26,30)/t17-,18-/m0/s1/f/h26H 
681 InChIKey         InChI                1.02b HMPQTEPEMQZWQH-ZVJOEIFQDO                                                                                                                                                               
681 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)CN1C(=O)C(=CN=C1c2ccccc2)N)[C@H](O)c3oc(nn3)C(C)(C)C                                                                                                                   
681 SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)CN1C(=O)C(=CN=C1c2ccccc2)N)[CH](O)c3oc(nn3)C(C)(C)C                                                                                                                     
681 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H]([C@@H](c1nnc(o1)C(C)(C)C)O)NC(=O)CN2C(=NC=C(C2=O)N)c3ccccc3                                                                                                                 
681 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(c1nnc(o1)C(C)(C)C)O)NC(=O)CN2C(=NC=C(C2=O)N)c3ccccc3                                                                                                                           
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
681 "SYSTEMATIC NAME" ACDLabs              10.04 2-(5-amino-6-oxo-2-phenylpyrimidin-1(6H)-yl)-N-{(1S)-1-[(S)-(5-tert-butyl-1,3,4-oxadiazol-2-yl)(hydroxy)methyl]-2-methylpropyl}acetamide 
681 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(5-amino-6-oxo-2-phenyl-pyrimidin-1-yl)-N-[(1S,2S)-1-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-hydroxy-3-methyl-butan-2-yl]ethanamide      
# 
